1,6- and 1,7-Naphthyridines IV. Synthesis of hydroxycarboxamide derivatives

A series of 8-hydroxy-1,6-naphthyridin-5(6H)-one-7-carboxamides 1 and the isomeric 5-hydroxy-1,7-naphthyridin-8(7H)-one-6-carboxamides 2 were synthesized. N-Lactam unsubstituted compounds 1a-c and 2a,b were obtained by alkoxide-induced rearrangement of the corresponding quinolinimidoacetamides 3. Compounds 1e,f and 2e,f were synthesized by heterocyclization of the corresponding quinolinamic esters 6 and 7. Spectroscopic properties (uv, ir, 1H and 13C nmr and ms) were analyzed and confirmed the proposed structures.Fil: Blanco, María de Las Mercedes. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica; ArgentinaFil: Schapira, Celia B.. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica; ArgentinaFil: Levin, Gustavo Javier. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro de Investigaciones y Transferencia de Entre Ríos. Universidad Nacional de Entre Ríos. Centro de Investigaciones y Transferencia de Entre Ríos; ArgentinaFil: Perillo, Isabel Amalia. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica; Argentin